Chatham Holidays

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Your Chatham Holiday

Book one of our holiday packages to Chatham and immerse yourself in the charms of this interesting neighbourhood. Especially known for its golfing, your next epic adventure begins right here. Love to take in the sights? Nancy Lopez Legacy Golf & Country Club and Glenview Champions Country Club are two nearby attractions to visit during your trip to Chatham. Whatever your ideal Chatham holiday may look like, you can turn it into reality with Expedia.

Our guide on where to stay in Chatham

Find the best Chatham areas and neighborhoods for the activities you enjoy most. Learn more about Chatham
Lake Sumter Landing

Lake Sumter Landing

1 out of top 10 points of interest in this area

Though Lake Sumter Landing may not have many top sights, you can venture to the surrounding area to see attractions like The Villages Market Square and Cane Garden Country Club.

Find hotels in Lake Sumter Landing

Our pick of the best Chatham Hotel Deals

Home away from home entire house

Home away from home entire house

The Villages FL
9.8/10 Exceptional! (35 reviews)
Perfect place for our weekend, had everything we needed, was clean and prompt communication with host.

Reviewed on 26 Apr 2026

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Home away from home entire house
Equus Inn Ocala

Equus Inn Ocala

2.5 out of 5
3434 Sw College Rd Ocala FL
Fully refundableReserve now, pay when you stay
The price is AU$118 per night from 19 May to 20 May
AU$118
19 May - 20 May
includes taxes & fees
9/10 Wonderful! (2,125 reviews)
Will definitely return!

Reviewed on 12 May 2026

Equus Inn Ocala
Brownwood Hotel & Spa

Brownwood Hotel & Spa

3 out of 5
3003 Brownwood Blvd Wildwood FL
Fully refundableReserve now, pay when you stay
The price is AU$176 per night from 31 May to 1 June
AU$176
31 May - 1 June
includes taxes & fees
9.8/10 Exceptional! (1,184 reviews)
Quiet room. Comfortable bed and sheets.

Reviewed on 9 May 2026

Brownwood Hotel & Spa
See all 2,476 properties in Chatham
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
All Inclusive Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Frequently asked questions

How much does a Chatham holiday package cost?
Starting from just , a package is your passport to affordable travel. Put together your Chatham adventure by picking from our huge range of hotels, flights and rental cars.
How do I get a cheap travel package to Chatham?
Crafting your own Chatham holiday package with Expedia is such a simple way to save. We offer access to over 550 airlines and 1 000 000 hotels all over the world. With such an awesome range to pick from, you'll have no issues pulling together your dream holiday.
Where should I stay in Chatham?
If you hope to check out Nancy Lopez Legacy Golf & Country Club, skip commuting and stay nearby. It's one of the best attractions in the area.
What are the top hotels in Chatham?
Whether you're planning to stay for one night or one week in Chatham, you'll get a wonderful night's rest at Sunny Home In The Villages With Pool Access. This option is popular with lots of travellers.
How far in advance should I book my Chatham holiday?
To bag discount prices, book as early as you can. Air carriers typically release flight tickets, along with some of the lowest fares, up to a year prior to departure. Hotels, car rental and activities should also be booked early to avoid disappointment. If you were hoping for a last-minute getaway in Chatham, there are always plenty of great bargains to be had on Expedia. Book your escape today!
What does an Expedia Chatham travel package include?
From hotels and flights to rental cars, Expedia can help you shape a Chatham package that's right for you. Holidaying for a week or two? Consider a hotel, flight and rental car bundle. If you can only manage a quick getaway, a hotel and airfare deal could be more your style. Experiences can also be added after you've booked. Our holiday packages make it easy to plan and save.
What should I know before booking a Chatham travel package?
Tailor deals that fit your budget with an Expedia package. Airfares, hotels, rental cars — we've got everything you need to plan your getaway. You'll save precious cash just by combining your bookings. Whether you're going on a skiing adventure or sunning yourself on a warm beach, your dream getaway is only clicks away.
Can I choose my airline with a Chatham Expedia holiday package?
You certainly can. We offer more than 550 partner airlines throughout the world, so go with the carrier that's a good fit for your budget and travel needs.
If I'm not able to travel, can I cancel my Chatham holiday package?
Don't worry if you're rethinking your Chatham holiday package — you can cancel or amend your booking. And if you've booked it within the last 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur fees from your airline, hotel or car rental company. We totally understand life can occasionally throw a spanner in the travel works, so head to our Customer Service Portal if that happens. When you're ready to make changes, we're here to help.

Activities

Gypsy Gold Horse Farm Walking Tour

Gypsy Gold Horse Farm Walking Tour

AU$42
per adult
Gypsy Gold Horse Farm Walking Tour
Gypsy Gold Horse Farm Tour

Gypsy Gold Horse Farm Tour

AU$77
per adult
100% of travellers recommend
Gypsy Gold Horse Farm Tour
See all activities in The Villages
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.